Detailed information for compound 146180

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 312.361 | Formula: C15H24N2O5
  • H donors: 3 H acceptors: 5 LogP: 1.92 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)/C=C\C(=O)O.CCCCCOCCCc1c[nH]cn1
  • InChi: 1S/C11H20N2O.C4H4O4/c1-2-3-4-7-14-8-5-6-11-9-12-10-13-11;5-3(6)1-2-4(7)8/h9-10H,2-8H2,1H3,(H,12,13);1-2H,(H,5,6)(H,7,8)/b;2-1-
  • InChiKey: NUMBAUNTQNULKR-BTJKTKAUSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Histamine H3 receptor Starlite/ChEMBL References
Cavia porcellus Histamine H3 receptor Starlite/ChEMBL References
Homo sapiens histamine receptor H3 Starlite/ChEMBL References
Cavia porcellus Histamine H1 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis neuropeptides capa receptor Histamine H3 receptor   445 aa 441 aa 20.4 %
Echinococcus multilocularis alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 454 aa 19.4 %
Echinococcus granulosus biogenic amine 5HT receptor Histamine H1 receptor   488 aa 484 aa 26.9 %
Loa Loa (eye worm) hypothetical protein Histamine H3 receptor   445 aa 384 aa 22.4 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Histamine H1 receptor   488 aa 486 aa 26.5 %
Loa Loa (eye worm) TYRA-2 protein Histamine H1 receptor   488 aa 489 aa 23.7 %
Schistosoma mansoni biogenic amine receptor Histamine H1 receptor   488 aa 487 aa 25.5 %
Schistosoma japonicum Octopamine receptor, putative Histamine H1 receptor   488 aa 472 aa 25.8 %
Schistosoma mansoni ancient conserved domain protein 2 (cyclin m2) Histamine H1 receptor   488 aa 463 aa 26.6 %
Echinococcus multilocularis biogenic amine (5HT) receptor Histamine H1 receptor   488 aa 485 aa 26.4 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 498 aa 26.1 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Histamine H1 receptor   488 aa 488 aa 26.6 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Histamine H1 receptor   488 aa 482 aa 25.1 %
Echinococcus multilocularis serotonin receptor Histamine H1 receptor   488 aa 450 aa 26.0 %
Echinococcus granulosus biogenic amine 5HT receptor Histamine H3 receptor   445 aa 405 aa 25.2 %
Schistosoma mansoni biogenic amine (dopamine) receptor Histamine H1 receptor   488 aa 471 aa 24.8 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Histamine H1 receptor   488 aa 470 aa 26.0 %
Echinococcus granulosus alpha 1A adrenergic receptor Histamine H1 receptor   488 aa 455 aa 19.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi MH2 domain containing protein 0.0112 0.0318 0.0318
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0351 0.1835 1
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0147 0.0545 0.2968
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0162 0.0635 0.156
Echinococcus multilocularis peptidase Clp (S14 family) 0.0106 0.0282 0.1537
Plasmodium falciparum ataxin-2 like protein, putative 0.0239 0.1125 1
Brugia malayi isocitrate dehydrogenase 0.0147 0.0545 0.0545
Brugia malayi N-terminal motif family protein 0.0557 0.3144 0.3144
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0112 0.0318 0.0721
Loa Loa (eye worm) hypothetical protein 0.0351 0.1835 0.1835
Loa Loa (eye worm) hypothetical protein 0.1108 0.664 0.664
Echinococcus granulosus smad 0.0112 0.0318 0.1735
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.1108 0.664 0.664
Schistosoma mansoni hypothetical protein 0.0351 0.1835 0.4155
Brugia malayi MH1 domain containing protein 0.0112 0.0318 0.0318
Plasmodium falciparum ataxin-2 like protein, putative 0.0239 0.1125 1
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0162 0.0635 0.156
Brugia malayi Latrophilin receptor protein 2 0.0351 0.1835 0.1835
Loa Loa (eye worm) MH2 domain-containing protein 0.0112 0.0318 0.0318
Giardia lamblia Low molecular weight protein-tyrosine-phosphatase 0.0984 0.5855 0.5
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0984 0.5855 1
Schistosoma mansoni hypothetical protein 0.0107 0.029 0.0656
Trypanosoma cruzi PAB1-binding protein , putative 0.0239 0.1125 0.5854
Echinococcus multilocularis GPCR, family 2 0.0351 0.1835 1
Brugia malayi MH1 domain containing protein 0.0062 0.0002 0.0002
Entamoeba histolytica protein tyrosine phosphatase, putative 0.0984 0.5855 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.1108 0.664 0.664
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0162 0.0635 0.156
Loa Loa (eye worm) MH2 domain-containing protein 0.1638 1 1
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0984 0.5855 1
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0162 0.0635 0.5
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0147 0.0545 0.0719
Brugia malayi MH1 domain containing protein 0.0062 0.0002 0.0002
Schistosoma mansoni smad1 5 8 and 0.0112 0.0318 0.0721
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0351 0.1835 1
Leishmania major hypothetical protein, conserved 0.0239 0.1125 0.5854
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0147 0.0545 0.2968
Loa Loa (eye worm) hypothetical protein 0.0162 0.0635 0.0635
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0984 0.5855 1
Loa Loa (eye worm) hypothetical protein 0.0557 0.3144 0.3144
Loa Loa (eye worm) Smad1 0.0112 0.0318 0.0318
Loa Loa (eye worm) MH1 domain-containing protein 0.0112 0.0318 0.0318
Loa Loa (eye worm) phosphotyrosine protein phosphatase 0.0984 0.5855 0.5855
Loa Loa (eye worm) hypothetical protein 0.0239 0.1125 0.1125
Trypanosoma cruzi PAB1-binding protein , putative 0.0239 0.1125 0.5854
Schistosoma mansoni smad1 5 8 and 0.0112 0.0318 0.0721
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0351 0.1835 1
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0984 0.5855 1
Schistosoma mansoni smad1 5 8 and 0.0112 0.0318 0.0721
Onchocerca volvulus 0.0984 0.5855 1
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0107 0.029 0.1579
Echinococcus multilocularis smad 0.0112 0.0318 0.1735
Trypanosoma brucei low molecular weight protein tyrosine phosphatase, putative 0.0303 0.1536 1
Brugia malayi latrophilin 2 splice variant baaae 0.0757 0.4416 0.4416
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0147 0.0545 0.2968
Schistosoma mansoni smad 0.0112 0.0318 0.0721
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0147 0.0545 0.2968
Toxoplasma gondii LsmAD domain-containing protein 0.0239 0.1125 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0351 0.1835 0.1835
Loa Loa (eye worm) transcription factor SMAD2 0.1638 1 1
Loa Loa (eye worm) hypothetical protein 0.0062 0.0002 0.0002
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0162 0.0635 0.5
Schistosoma mansoni hypothetical protein 0.0757 0.4416 1
Loa Loa (eye worm) hypothetical protein 0.0757 0.4416 0.4416
Brugia malayi Isocitrate dehydrogenase 0.0147 0.0545 0.0545
Schistosoma mansoni hypothetical protein 0.0351 0.1835 0.4155
Leishmania major hypothetical protein, conserved 0.0303 0.1536 1
Brugia malayi hypothetical protein 0.0239 0.1125 0.1125
Echinococcus granulosus Smad4 0.0112 0.0318 0.1735
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0162 0.0635 0.3462
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0351 0.1835 0.1835
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0162 0.0635 1
Mycobacterium ulcerans phosphotyrosine protein phosphatase PtpA 0.0984 0.5855 1
Trypanosoma brucei PAB1-binding protein , putative 0.0239 0.1125 0.5854
Echinococcus granulosus peptidase Clp S14 family 0.0106 0.0282 0.1537
Brugia malayi Low molecular weight phosphotyrosine protein phosphatase containing protein 0.0984 0.5855 0.5855
Plasmodium vivax ataxin-2 like protein, putative 0.0239 0.1125 1
Mycobacterium tuberculosis Phosphotyrosine protein phosphatase PtpA (protein-tyrosine-phosphatase) (PTPase) (LMW phosphatase) 0.0681 0.393 1
Brugia malayi hypothetical protein 0.0154 0.0588 0.0588
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0162 0.0635 0.3462
Entamoeba histolytica protein tyrosine phosphatase, putative 0.0984 0.5855 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0303 0.1536 1
Brugia malayi MH1 domain containing protein 0.0112 0.0318 0.0318
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0162 0.0635 0.5
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0162 0.0635 0.156
Schistosoma mansoni peptidase Clp (S14 family) 0.0162 0.0635 0.1438
Echinococcus multilocularis Smad4 0.0112 0.0318 0.1735
Loa Loa (eye worm) pigment dispersing factor receptor c 0.1108 0.664 0.664
Trichomonas vaginalis low molecular weight protein-tyrosine-phosphatase, putative 0.0984 0.5855 1
Echinococcus granulosus mothers against decapentaplegic 5 0.0112 0.0318 0.1735
Echinococcus granulosus TGF beta signal transducer SmadC 0.0112 0.0318 0.1735
Echinococcus multilocularis mothers against decapentaplegic 5 0.0112 0.0318 0.1735
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0107 0.029 0.1579
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0351 0.1835 1
Brugia malayi Probable ClpP-like protease 0.0162 0.0635 0.0635
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0147 0.0545 0.1233
Echinococcus granulosus GPCR family 2 0.0351 0.1835 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0147 0.0545 0.0545
Schistosoma mansoni Smad4 0.0112 0.0318 0.0721
Schistosoma mansoni hypothetical protein 0.0351 0.1835 0.4155
Brugia malayi MH2 domain containing protein 0.0112 0.0318 0.0318
Trichomonas vaginalis low molecular weight protein tyrosine phosphatase, putative 0.0984 0.5855 1
Trypanosoma cruzi hypothetical protein, conserved 0.0303 0.1536 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0147 0.0545 0.2968
Echinococcus multilocularis isocitrate dehydrogenase 0.0147 0.0545 0.2968
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0162 0.0635 0.5
Brugia malayi Smad1 0.0112 0.0318 0.0318
Loa Loa (eye worm) nuclear factor I 0.0062 0.0002 0.0002
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0112 0.0318 0.1735
Schistosoma mansoni hypothetical protein 0.0351 0.1835 0.4155

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 97 nM Effect on specific [35S]-GTP-gammaS, Binding to HEK293 cell membranes expressing the human Histamine H3 receptor ChEMBL. 15115409
EC50 (functional) = 97 nM Effect on specific [35S]-GTP-gammaS, Binding to HEK293 cell membranes expressing the human Histamine H3 receptor ChEMBL. 15115409
ED50 (functional) > 30 mg kg-1 Potency after oral administration in vivo in mice ChEMBL. 15115409
ED50 (functional) > 30 mg kg-1 Potency after oral administration in vivo in mice ChEMBL. 15115409
Intrinsic activity (functional) = 0.47 Effect on specific [35S]-GTP-gammaS, Binding to HEK293 cell membranes expressing the human Histamine H3 receptor ChEMBL. 15115409
Intrinsic activity (functional) = 0.47 Effect on specific [35S]-GTP-gammaS, Binding to HEK293 cell membranes expressing the human Histamine H3 receptor ChEMBL. 15115409
Kd (functional) > 4.5 Functional H2 receptor antagonistic activity in vitro assay on the isolated spontaneously beating guinea-pig right atrium ChEMBL. 15115409
Kd (functional) = 4.7 Functional Histamine H1 receptor ChEMBL. 15115409
Kd (functional) = 7.2 Functional Histamine H3 receptor antagonistic activity in vitro assay on guinea pig ileum ChEMBL. 15115409
Ki (functional) = -7.5 Functional Histamine H3 receptor antagonistic activity in vitro assay on synaptosomes of rat cerebral cortex ChEMBL. 15115409
Ki (binding) = 33 nM In vitro binding affinity against rat histamine H3 receptor ChEMBL. 15115409
Ki (binding) = 33 nM In vitro binding affinity against rat histamine H3 receptor ChEMBL. 15115409
Log Ki (functional) = 7.5 Functional Histamine H3 receptor antagonistic activity in vitro assay on synaptosomes of rat cerebral cortex ChEMBL. 15115409
pA2 (functional) < 4.5 Functional H2 receptor antagonistic activity in vitro assay on the isolated spontaneously beating guinea-pig right atrium ChEMBL. 15115409
pA2 (functional) = 4.7 Functional Histamine H1 receptor ChEMBL. 15115409
pA2 (functional) = 7.2 Functional Histamine H3 receptor antagonistic activity in vitro assay on guinea pig ileum ChEMBL. 15115409

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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